A financial advisor talking with an older couple across a desk about Medicare and retirement income
Planning Process

Coordinating Medicare and retirement income.

September 1, 2026Mount Laurel, NJ9 min read

Medicare costs and retirement income are not separate problems. Through IRMAA, the income you report in one year sets your Medicare premiums two years later. That two-year lag is why a Roth conversion, a large distribution, or a property sale can look sensible in isolation and still raise your health care costs well after the decision is made.

In many practices, Medicare is handled by an insurance broker and the portfolio is handled by an advisor, and the two never appear in the same conversation. That division is administratively tidy and financially expensive, because the decisions are connected in at least three places: premiums are income-tested, health care spending draws on the same pool as everything else, and enrollment timing carries penalties that last for life.

The result is a familiar pattern. A tax move that looks efficient on its own terms produces a health care bill nobody modeled. Nothing was done incorrectly in either domain. The two domains simply were not looked at together.

How IRMAA actually works

IRMAA, the Income-Related Monthly Adjustment Amount, is a surcharge added to Medicare Part B and Part D premiums once modified adjusted gross income exceeds a set threshold. Two features make it a planning issue rather than a billing detail.

It looks back two years. Your premium in a given year is determined from the tax return filed two years prior. Income at 63 sets premiums at 65. By the time the surcharge appears, the decision that caused it is long past and cannot be undone.

The thresholds are cliffs, not slopes. Income does not phase gradually into a higher bracket. Crossing a threshold by a small amount moves you into the higher tier for the entire year, for both spouses if you file jointly. The marginal cost of the last dollar of income near a threshold can be very large relative to the dollar itself.

The thresholds are adjusted annually. Anyone planning around them should confirm the current figures at medicare.gov rather than relying on a number published in an article, including this one.

Roth conversions and the threshold problem

A Roth conversion moves money from a tax-deferred account into a Roth account, paying tax now in exchange for tax-free growth and no future required distributions. In the right circumstances it is a sound strategy, particularly in lower-income years between retirement and the start of required distributions.

The conversion is also taxable income in the year it happens, which means it counts toward the IRMAA calculation. A conversion sized purely around income tax brackets can land above a Medicare threshold and produce a surcharge two years later that was never part of the arithmetic.

The practical fix is usually sizing, not avoidance. Splitting a conversion across several years, each sized to stay under the relevant threshold, often captures most of the tax benefit without triggering the surcharge. Whether that tradeoff is worth making depends on the numbers in a specific situation. This is not tax advice; conversion decisions should be reviewed with your tax professional.

Required minimum distributions

Required minimum distributions create the same threshold problem without any decision on your part. Once RMDs begin, tax-deferred balances generate mandatory taxable income each year, and that income grows as a share of the balance with age. A household that has stayed comfortably under a threshold can be pushed over it by an RMD alone.

Because RMD amounts are projectable well in advance, this is one of the more tractable problems in retirement planning. The work is done in the years before distributions start, by managing the size of the tax-deferred balance rather than reacting once withdrawals are mandatory.

Enrollment timing and penalties

Medicare enrollment windows are firm, and missing one can attach a permanent penalty to your Part B or Part D premium for as long as you hold the coverage. The rules interact with whether you are still working and covered by an employer plan, and whether that plan counts as creditable coverage, which is a specific determination rather than a judgment call.

Plan structure matters too. Original Medicare with a supplement behaves differently from a Medicare Advantage plan on provider access, out-of-pocket exposure, and the ability to change later. Neither is universally better. The choice depends on your providers, your prescriptions, and how much variability in annual cost you are willing to carry.

When an IRMAA determination can be revisited

An IRMAA determination based on a two-year-old return can be reconsidered when a life-changing event has reduced income since. Retirement itself qualifies, as do the death of a spouse, marriage, divorce, and the loss or reduction of a pension. The request is made on Form SSA-44 with supporting documentation.

This matters most in the first year or two of retirement, when the return being used still reflects full working income. It is a common and often-missed correction. Details are on the Social Security Administration site.

What to ask an advisor who does both

Listing Medicare planning and retirement income planning as two services on a website is not the same as coordinating them. A few questions separate the two.

Ask how a proposed Roth conversion gets checked against IRMAA thresholds before it is executed, and who does that check. Ask how RMDs are projected forward against those thresholds. Ask who handles the actual Medicare plan enrollment, since advisers and licensed insurance agents are not always the same person and the handoff is where coordination usually breaks. Ask what happens when a decision in one area would worsen the position in the other, and for an example of that tradeoff being made.

Verify registration independently through adviserinfo.sec.gov and brokercheck.finra.org before engaging any firm, including ours.

How we approach it

We are an independent firm based in Mount Laurel, working with pre-retirees and retirees across South Jersey. Health care and Medicare sit inside the same planning process as income, tax, investments, and estate work rather than alongside it, which means an income decision is checked against its Medicare consequence as a matter of routine rather than on request.

Andrew Maisch, our founder, holds the Certified Financial Fiduciary designation. The fiduciary obligation itself comes from our registration as an investment adviser, not from the designation; the designation reflects completed coursework and an ethics commitment on top of that obligation. We think the distinction is worth stating plainly, because the two are often blurred.

We partner with Triad Wealth Partners, LLC, an investment adviser registered with the Securities and Exchange Commission, for investment research, advanced planning support, and back-office operations. Our team also includes Mitch Hockenbury, who holds the CFP®, RICP®, and RSSA designations.

Much of what we publish comes from questions raised at our retirement workshops. You can also read more about our health care and Medicare planning and retirement income planning work.

Frequently asked questions

What is IRMAA and why does it affect retirement income planning?

IRMAA is the Income-Related Monthly Adjustment Amount, a surcharge added to Medicare Part B and Part D premiums once income passes defined thresholds. It matters for income planning because it is assessed from a tax return filed two years earlier, and because the thresholds are cliffs rather than gradual bands. A single dollar over a threshold moves you into the higher tier for the full year.

When should Medicare and income planning start?

Because IRMAA uses a two-year lookback, income decisions made at 63 affect Medicare premiums at 65. That makes the early sixties the practical starting point for coordinating the two. Planning earlier still is useful for Roth conversion sequencing, which often works best across several lower-income years rather than in a single large conversion.

Can an IRMAA determination be appealed?

Yes, in defined circumstances. Social Security allows a reconsideration where a life-changing event has reduced income since the tax year used for the determination. Retirement itself is one of the recognised events, as are the death of a spouse, divorce, and loss of a pension. The request is made on Form SSA-44 with supporting documentation. It is not a general appeal of the thresholds, only of which year's income should apply.

What should I ask an advisor who says they handle both?

Ask how a proposed Roth conversion would be checked against IRMAA thresholds before it is executed, how required minimum distributions are projected forward against those same thresholds, and who handles the actual Medicare plan enrollment. The answers reveal whether the two areas are genuinely coordinated or simply both listed as services.

Key takeaways

  • IRMAA uses a two-year lookback, so income decisions today set Medicare premiums two years out.
  • The thresholds are cliffs. Crossing one by a small margin moves you into the higher tier for the whole year.
  • Roth conversions are usually best sized around the thresholds rather than avoided outright.
  • RMDs create the same pressure automatically, which makes the years before they start the time to act.
  • A determination based on pre-retirement income can often be revisited on Form SSA-44 after a qualifying life event.
Let's Work Together

See both sides of the decision.

If your Medicare decisions and your income strategy are currently being handled by different people, we would like to help you look at them together.

This article is educational and general in nature. It is not investment, tax, or legal advice, nor a solicitation to buy or sell any product, and it does not account for your income, assets, tax situation, health, or goals. Investing involves risk, including the possible loss of principal. Medicare thresholds, premiums, and program rules change annually; verify current figures at medicare.gov and consult your own financial, tax, or legal professional regarding your circumstances. We are not connected with or endorsed by the United States government or the federal Medicare program.

About how we are structured. Investment advisory services are offered through Maisch Financial Partners, LLC, a New Jersey state registered investment adviser. Insurance services are offered through Maisch Financial Group, LLC. Our advisors and insurance representatives may offer clients advice and products from each entity, and insurance representatives may receive commissions on insurance products. This is a conflict of interest that is disclosed in our Form ADV. No client is under any obligation to purchase any insurance product.

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